Product Name

  • Name

    Glycerol formal

  • EINECS 225-248-9
  • CAS No. 4740-78-7
  • Article Data40
  • CAS DataBase
  • Density 1.217 g/cm3
  • Solubility
  • Melting Point
  • Formula C4H8O3
  • Boiling Point 193.8 °C at 760 mmHg
  • Molecular Weight 104.106
  • Flash Point 78.9 °C
  • Transport Information
  • Appearance Clear liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 4740-78-7 (Glycerol formal)
  • Hazard Symbols
  • Synonyms m-Dioxan-5-ol(7CI);1,3-Formalglycerol;5-Hydroxy-1,3-dioxane;5-Hydroxy-m-dioxane;1,3-Dioxan-5-ol;
  • PSA 38.69000
  • LogP -0.64840

Synthetic route

glycerol formal
4740-78-7

glycerol formal

formaldehyd
50-00-0

formaldehyd

glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With dihydrogen peroxide; nitric acid; cetyltrimethylammonim bromide; ferric nitrate In water at 80℃; for 5h; Reagent/catalyst; Temperature;A n/a
B 95.6%
With hydrogenchlorideA 44%
B 56%
With hydrogenchloride In water at 40℃; for 24h; Yields of byproduct given;
Dimethoxymethane
109-87-5

Dimethoxymethane

glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
A 6%
B 94%
With toluene-4-sulfonic acid; lithium bromide In ethyl acetate at 20℃; for 16h; Yield given. Yields of byproduct given;
With toluene-4-sulfonic acid; lithium bromide at 20℃; for 16h; Product distribution; Mechanism; other temperature, other substrates, reactants;
glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

glycolic Acid
79-14-1

glycolic Acid

D

ethyl 2-hydroxyacetate
623-50-7

ethyl 2-hydroxyacetate

E

diglycerol
627-82-7

diglycerol

F

oxiranyl-methanol
556-52-5

oxiranyl-methanol

G

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

H

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With pretreated aluminium vanadium phosphate In water at 280℃; under 760.051 Torr; Catalytic behavior; Activation energy; Reagent/catalyst; Temperature;A n/a
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
H 62%
glycerol
56-81-5

glycerol

(HCHO)n

(HCHO)n

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With toluene-4-sulfonic acidA 60%
B 40%
1,3-dioxan-5-ol benzoate
49784-60-3

1,3-dioxan-5-ol benzoate

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With sodium In methanol; chloroform at 20℃; for 48h;48%
With potassium hydroxide
With methanol; chloroform; sodium methylate
formaldehyd
50-00-0

formaldehyd

glycerol
56-81-5

glycerol

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With hydrogen cation36%
With hydrogenchloride at 0℃;
at 160 - 200℃; im Druckrohr und Destillation des Reaktionsprodukts unter vermindertem Druck;
With hydrogenchloride
With Amberlyst-15 at 100℃; for 1h; Temperature; Reagent/catalyst;
glycerol
56-81-5

glycerol

polyoxymethylene

polyoxymethylene

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In 1,4-dioxane at 40℃; for 0.5h; Sealed tube; Sonication;A 15%
B 28%
formaldehyd
50-00-0

formaldehyd

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

glycerol
56-81-5

glycerol

A

glycerol formal
4740-78-7

glycerol formal

B

1,3-dioxolan-4-ylmethyl methanesulfonate

1,3-dioxolan-4-ylmethyl methanesulfonate

Conditions
ConditionsYield
With triethylamine Multistep reaction;
formaldehyd
50-00-0

formaldehyd

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

glycerol
56-81-5

glycerol

A

glycerol formal
4740-78-7

glycerol formal

B

(1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate
85608-69-1

(1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With triethylamine Yield given. Multistep reaction. Yields of byproduct given;
hydrogenchloride
7647-01-0

hydrogenchloride

glycerol
56-81-5

glycerol

polyoxymethylene

polyoxymethylene

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
at 130℃;
at 100℃;
sulfuric acid
7664-93-9

sulfuric acid

glycerol
56-81-5

glycerol

polyoxymethylene

polyoxymethylene

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
at 130℃;
at 100℃;
hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With sodium tetrachloroaurate dihydrate In 1,4-dioxane at 100℃; for 16h; Kinetics; Reagent/catalyst; Temperature; Time; Solvent;
C9H16O4
1404077-71-9

C9H16O4

2,2-Dimethyl-propionic acid [1,3]dioxolan-4-ylmethyl ester

2,2-Dimethyl-propionic acid [1,3]dioxolan-4-ylmethyl ester

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 20℃; for 18h; Inert atmosphere;
glycerol
56-81-5

glycerol

A

glycerol formal
4740-78-7

glycerol formal

B

3-methoxy-1-propanal
2806-84-0

3-methoxy-1-propanal

C

acetaldehyde
75-07-0

acetaldehyde

D

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

E

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With H-ZSM5 In water at 340℃; under 760.051 Torr; for 6h; Reagent/catalyst; Inert atmosphere;
formaldehyd
50-00-0

formaldehyd

glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

C9H16O6

C9H16O6

D

C8H14O6

C8H14O6

E

C7H12O6

C7H12O6

Conditions
ConditionsYield
With cesium 12-tungstophosphate at 70℃; Reagent/catalyst;
benzaldehyde
100-52-7

benzaldehyde

glycerol
56-81-5

glycerol

glycerol formal
4740-78-7

glycerol formal

Conditions
ConditionsYield
With zinc-modified strong acid polystyrene cation exchange at 150℃; for 5h;
glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 200℃; for 10h; Catalytic behavior; Reagent/catalyst; Flow reactor; Autoclave; Green chemistry; chemoselective reaction;
glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

formic acid
64-18-6

formic acid

D

acetic acid
64-19-7

acetic acid

E

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

Conditions
ConditionsYield
With dihydrogen peroxide In water at 200℃; for 13h; Flow reactor; Autoclave; Green chemistry; chemoselective reaction;
glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

formic acid
64-18-6

formic acid

D

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 200℃; for 21h; Catalytic behavior; Time; Flow reactor; Autoclave; Green chemistry; chemoselective reaction;
glycerol
56-81-5

glycerol

A

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

B

glycerol formal
4740-78-7

glycerol formal

C

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

Conditions
ConditionsYield
With alumina; dihydrogen peroxide In water at 200℃; for 4h; Catalytic behavior; Time; Flow reactor; Autoclave; chemoselective reaction;
glycerol formal
4740-78-7

glycerol formal

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

hexadecanoic acid [1,3]dioxan-5-yl ester
163550-89-8

hexadecanoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;93%
glycerol formal
4740-78-7

glycerol formal

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

(Z)-Octadec-9-enoic acid [1,3]dioxan-5-yl ester
277749-20-9

(Z)-Octadec-9-enoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;92%
glycerol formal
4740-78-7

glycerol formal

epichlorohydrin
106-89-8

epichlorohydrin

1,3-bis[(1,3-dioxan-5-yl)oxy]propan-2-ol
1333247-50-9

1,3-bis[(1,3-dioxan-5-yl)oxy]propan-2-ol

Conditions
ConditionsYield
With tetrabutylammomium bromide; water; potassium hydroxide at 20 - 60℃; for 48h; Inert atmosphere; neat (no solvent);90%
glycerol formal
4740-78-7

glycerol formal

10-undecenoic acid
112-38-9

10-undecenoic acid

undec-10-enoic acid [1,3]dioxan-5-yl ester
277749-21-0

undec-10-enoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;89%
glycerol formal
4740-78-7

glycerol formal

1-decanoic acid
334-48-5

1-decanoic acid

decanoic acid [1,3]dioxan-5-yl ester
15180-87-7

decanoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;82%
glycerol formal
4740-78-7

glycerol formal

n-docosanoic acid
112-85-6

n-docosanoic acid

docosanoic acid [1,3]dioxan-5-yl ester
277749-19-6

docosanoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;80%
glycerol formal
4740-78-7

glycerol formal

valeric acid
109-52-4

valeric acid

pentanoic acid [1,3]dioxan-5-yl ester
15180-73-1

pentanoic acid [1,3]dioxan-5-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide Esterification;80%
glycerol formal
4740-78-7

glycerol formal

E-6-amino-9-<1-methyl-2-(tetrahydropyran-2-yloxy)ethenyl>-9H-purine

E-6-amino-9-<1-methyl-2-(tetrahydropyran-2-yloxy)ethenyl>-9H-purine

9-[2-Bromo-1-([1,3]dioxan-5-yloxy)-1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purin-6-ylamine

9-[2-Bromo-1-([1,3]dioxan-5-yloxy)-1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-9H-purin-6-ylamine

Conditions
ConditionsYield
With N-Bromosuccinimide Ambient temperature;60%
glycerol formal
4740-78-7

glycerol formal

pivaloyl chloride
3282-30-2

pivaloyl chloride

2,2-Dimethyl-propionic acid [1,3]dioxolan-4-ylmethyl ester

2,2-Dimethyl-propionic acid [1,3]dioxolan-4-ylmethyl ester

Conditions
ConditionsYield
With 1,3-dioxolane-4-methanol; pyridine In dichloromethane Inert atmosphere;44%
glycerol formal
4740-78-7

glycerol formal

2-(2H-tetrazol-5-yl)-N-[4-(trifluoromethyl)phenyl]aniline

2-(2H-tetrazol-5-yl)-N-[4-(trifluoromethyl)phenyl]aniline

2-(2-(1,3-dioxan-5-yl)-2H-tetrazol-5-yl)-N-(4-(trifluoromethyl)phenyl)aniline

2-(2-(1,3-dioxan-5-yl)-2H-tetrazol-5-yl)-N-(4-(trifluoromethyl)phenyl)aniline

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;42.6%
glycerol formal
4740-78-7

glycerol formal

6-amino-9-(isopropenyl)-9H-purine
159383-03-6

6-amino-9-(isopropenyl)-9H-purine

9-[2-Bromo-1-([1,3]dioxan-5-yloxy)-1-methyl-ethyl]-9H-purin-6-ylamine

9-[2-Bromo-1-([1,3]dioxan-5-yloxy)-1-methyl-ethyl]-9H-purin-6-ylamine

Conditions
ConditionsYield
With N-Bromosuccinimide Ambient temperature;30%
glycerol formal
4740-78-7

glycerol formal

1,3-dioxan-5-one
87683-81-6

1,3-dioxan-5-one

Conditions
ConditionsYield
With Collins reagent12%
With pyridinium chlorochromate In dichloromethane
glycerol formal
4740-78-7

glycerol formal

carbonochloridic acid, chloromethyl ester
22128-62-7

carbonochloridic acid, chloromethyl ester

chloromethyl (1,3-dioxan-5-yl) carbonate
214543-57-4

chloromethyl (1,3-dioxan-5-yl) carbonate

Conditions
ConditionsYield
With pyridine In diethyl ether at 0℃; for 20h;5%
glycerol formal
4740-78-7

glycerol formal

benzoyl chloride
98-88-4

benzoyl chloride

1,3-dioxan-5-ol benzoate
49784-60-3

1,3-dioxan-5-ol benzoate

Conditions
ConditionsYield
With quinoline
With pyridine
glycerol formal
4740-78-7

glycerol formal

phenyl isocyanate
103-71-9

phenyl isocyanate

phenyl-carbamic acid-[1,3]dioxan-5-yl ester
92368-06-4

phenyl-carbamic acid-[1,3]dioxan-5-yl ester

glycerol formal
4740-78-7

glycerol formal

dimethyl sulfate
77-78-1

dimethyl sulfate

5-methoxy-1,3-dioxane
99586-36-4

5-methoxy-1,3-dioxane

Conditions
ConditionsYield
With potassium hydroxide
glycerol formal
4740-78-7

glycerol formal

5-chloro-1,3-dioxane
51953-54-9

5-chloro-1,3-dioxane

Conditions
ConditionsYield
With pyridine; thionyl chloride
glycerol formal
4740-78-7

glycerol formal

phosgene
75-44-5

phosgene

C5H7ClO4

C5H7ClO4

1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

glycerol formal
4740-78-7

glycerol formal

2-chloro-1,3,2-dioxaphosphinane
6362-89-6

2-chloro-1,3,2-dioxaphosphinane

A

2-(1,3-dioxan-5-yloxy)-1,3,2-dioxaphosphorinane
219133-84-3

2-(1,3-dioxan-5-yloxy)-1,3,2-dioxaphosphorinane

B

2-[1,2-(methylenedioxy)propyloxy]-1,3,2-dioxaphosphorinane
219133-79-6

2-[1,2-(methylenedioxy)propyloxy]-1,3,2-dioxaphosphorinane

Conditions
ConditionsYield
With triethylamine In diethyl ether at -10 - 20℃; for 1h; phosphorylation; Title compound not separated from byproducts;

Glycerol formal Chemical Properties

Molecule structure of Glycerol formal (CAS NO.4740-78-7):

IUPAC Name: 1,3-Dioxan-5-ol
Molecular Formula: C4H8O3
Molecular Weight: 104.10452 g/mol
Density: 1.217 g/cm3 
Boiling Point: 193.8 °C at 760 mmHg 
Flash Point: 78.9 °C
Index of Refraction: 1.455
Molar Refractivity: 23.24 cm3
Molar Volume: 85.5 cm3
Surface Tension: 40.7 dyne/cm 
Enthalpy of Vaporization: 50.04 kJ/mol
Vapour Pressure: 0.12 mmHg at 25 °C 
XLogP3-AA: -0.8
H-Bond Donor: 1
H-Bond Acceptor: 3
Exact Mass: 104.047344
MonoIsotopic Mass: 104.047344
Topological Polar Surface Area: 38.7
Heavy Atom Count: 7 
Canonical SMILES: C1C(COCO1)O
InChI: InChI=1S/C4H8O3/c5-4-1-6-3-7-2-4/h4-5H,1-3H2
InChIKey: VCKSNYNNVSOWEE-UHFFFAOYSA-N
EINECS: 225-248-9
Product Categories: Pharmaceutical Intermediates

Glycerol formal Uses

 Glycerol formal (CAS NO.4740-78-7) is mainly used as a solvent of pesticide and drug injection.

Glycerol formal Safety Profile

Safety Statements: 23-24/25 
S23:Do not breathe vapour. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 3

Glycerol formal Specification

 Glycerol formal (CAS NO.4740-78-7) is also named as 1,3-Dioxan-5-ol ; 1,3-Formalglycerol ; 5-m-Dioxanol ; 5-Hydroxy-m-dioxane ; m-Dioxan-5-ol(7CI) . Glycerol formal (CAS NO.4740-78-7) is clear liquid.

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